Identification | More | [Name]
L-Alaninol | [CAS]
2749-11-3 | [Synonyms]
2-AMINOPROPANOL H-ALANINOL H-ALA-OL H-ALA-OL S-(+)-2 AMINO-PROPANOL H-L-ALA-OL L-(+)-2-AMINO PROPANOL L-2-AMINO-PROPANOL L-ALANILOL L-(+)-ALANINOL L-ALANINOL (S)-(+)-2-AMINO-1-PROPANOL (S)-2-AMINO-1-PROPANOL (S)-2-AMINO-PROPAN-1-OL (S)-(+)-Alaninol Aminopropanol,95% (S)-(+)-2-AMINO-1-PROPANOL, 98% (97% EE/ L-Alaninol(L-2-Amino-Propanol) L-Ala-ol L-Alaninol,98+% VL-Alaninol | [EINECS(EC#)]
220-388-7 | [Molecular Formula]
C3H9NO | [MDL Number]
MFCD00064412 | [Molecular Weight]
75.11 | [MOL File]
2749-11-3.mol |
Chemical Properties | Back Directory | [Appearance]
Colorless liquid | [Melting point ]
-2°C | [alpha ]
21.8 º (c=2,ethanol) | [Boiling point ]
72-73 °C11 mm Hg(lit.)
| [density ]
0.965 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.450
| [Fp ]
145 °F
| [storage temp. ]
2-8°C
| [solubility ]
Chloroform, Methanol (Slightly) | [Water Solubility ]
Completely miscible in water | [form ]
Oily Liquid | [pka]
12.88±0.10(Predicted) | [color ]
Clear colorless to yellow | [Specific Gravity]
0.96 | [optical activity]
[α]20/D +18°, neat | [Sensitive ]
Hygroscopic | [Detection Methods]
GC,NMR,Rotation | [BRN ]
1718865 | [CAS DataBase Reference]
2749-11-3(CAS DataBase Reference) | [NIST Chemistry Reference]
1-Propanol, 2-amino-, (S)-(2749-11-3) | [Storage Precautions]
Store under nitrogen;Air sensitive |
Safety Data | Back Directory | [Hazard Codes ]
C,Xi | [Risk Statements ]
R34:Causes burns. R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S36:Wear suitable protective clothing . | [RIDADR ]
UN 2735 8/PG 2
| [WGK Germany ]
3
| [F ]
10-23 | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29221990 |
Hazard Information | Back Directory | [Chemical Properties]
Colorless liquid | [Uses]
S-(+)-2-Amino-1-propanol is an aliphatic amino alcohol shown to induce an antiproliferative effect in B16 melanoma cells. S-(+)-2-Amino-1-propanol is used in the preparation of oxazolines which are of
ten used as ligands in homogeneous catalysis. | [Definition]
ChEBI: An amino alcohol that is L-alanine in which the carboxy group has been reduced to the corresponding alcohol. | [Biochem/physiol Actions]
Pseudomonas sp. strain KIE171 was able to grow with L-alaninol [S-(+)-2-amino-1-propanol] as the sole carbon source[1]. W?sch et al. found that mutant KIE171-BI transformed isopropylamine to L-alaninol, mutant KIE171-BII failed to do so. | [Synthesis]
Simply produce L-alaninol in high yield and good reproducibility by directly reducing an inorganic acid salt of an L-alanine ester with NaBH4. 3.0 mol of NaBH 4 was added and dissolved in 560 ml of cold water, and L-alanine ethyl ester hydrochloride 1. A solution of 0 mol dissolved in 560 ml of ethanol was added. The mixture was added dropwise at 20 ° C. over 5 hours and further aged at 20 to 28 ° C. to complete the reaction. After the reaction, excess NaBH 4 was decomposed with acetone, 1000 ml of ethyl acetate was introduced, and the precipitated inorganic substance was separated by filtration. The lower aqueous layer portion of the filtrate was extracted with 600 ml of ethyl acetate; the ethyl acetate layer was distilled under reduced pressure to remove the solvent and then vacuum distilled to yield L-alaninol.
| [Purification Methods]
Purify it as for S-2-amino-3-methylbutan-1-ol below. [Beilstein 4 IV 1615.] | [References]
[1] Susana I de Azevedo W?sch. “Transformation of isopropylamine to L-alaninol by Pseudomonas sp. strain KIE171 involves N-glutamylated intermediates.”Applied and Environmental Microbiology (2002): 68.
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